(1R,8R,12S,15S)-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2(6),3-diene

Details

• Internal ID: bf8f4f85-edbb-4cfb-ac78-488b665dbb3a
• Taxonomy: Organoheterocyclic compounds > Naphthofurans
• IUPAC Name: (1R,8R,12S,15S)-3,15-dimethyl-5,14-dioxatetracyclo[6.6.1.02,6.012,15]pentadeca-2(6),3-diene
• SMILES (Canonical): CC1=COC2=C1C3C4(C(C2)CCCC4CO3)C
• SMILES (Isomeric): CC1=COC2=C1[C@H]3[C@]4([C@@H](C2)CCC[C@@H]4CO3)C
• InChI: InChI=1S/C15H20O2/c1-9-7-16-12-6-10-4-3-5-11-8-17-14(13(9)12)15(10,11)2/h7,10-11,14H,3-6,8H2,1-2H3/t10-,11-,14+,15+/m1/s1
• InChI Key: GVXGFKKETSYSMF-FIXIBIHLSA-N
• Popularity: 0 references in papers

Physical and Chemical Properties

• Molecular Formula: C₁₅H₂₀O₂
• Molecular Weight: 232.32 g/mol
• Exact Mass: 232.146329876 g/mol
• Topological Polar Surface Area (TPSA): 22.40 Ų
• XlogP: 3.30
• Atomic LogP (AlogP): 3.64
• H-Bond Acceptor: 2
• H-Bond Donor: 0
• Rotatable Bonds: 0

Synonyms

There are no found synonyms.

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	+	1.0000	100.00%
Caco-2	+	0.8734	87.34%
Blood Brain Barrier	+	0.8250	82.50%
Human oral bioavailability	+	0.5857	58.57%
Subcellular localzation	Mitochondria	0.5663	56.63%
OATP2B1 inhibitior	-	0.8530	85.30%
OATP1B1 inhibitior	+	0.9139	91.39%
OATP1B3 inhibitior	+	0.9523	95.23%
MATE1 inhibitior	-	0.9400	94.00%
OCT2 inhibitior	-	0.7000	70.00%
BSEP inhibitior	-	0.9140	91.40%
P-glycoprotein inhibitior	-	0.8987	89.87%
P-glycoprotein substrate	-	0.8271	82.71%
CYP3A4 substrate	+	0.5321	53.21%
CYP2C9 substrate	-	0.7891	78.91%
CYP2D6 substrate	-	0.6832	68.32%
CYP3A4 inhibition	-	0.9232	92.32%
CYP2C9 inhibition	-	0.7145	71.45%
CYP2C19 inhibition	+	0.5258	52.58%
CYP2D6 inhibition	-	0.8597	85.97%
CYP1A2 inhibition	-	0.6209	62.09%
CYP2C8 inhibition	-	0.6331	63.31%
CYP inhibitory promiscuity	-	0.6473	64.73%
UGT catelyzed	-	0.0000	0.00%
Carcinogenicity (binary)	-	0.7500	75.00%
Carcinogenicity (trinary)	Non-required	0.5544	55.44%
Eye corrosion	-	0.9630	96.30%
Eye irritation	-	0.8007	80.07%
Skin irritation	-	0.8594	85.94%
Skin corrosion	-	0.9681	96.81%
Ames mutagenesis	+	0.5100	51.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.3723	37.23%
Micronuclear	-	0.8600	86.00%
Hepatotoxicity	-	0.5250	52.50%
skin sensitisation	-	0.7578	75.78%
Respiratory toxicity	-	0.5222	52.22%
Reproductive toxicity	-	0.5556	55.56%
Mitochondrial toxicity	-	0.7125	71.25%
Nephrotoxicity	-	0.7972	79.72%
Acute Oral Toxicity (c)	III	0.6382	63.82%
Estrogen receptor binding	+	0.6027	60.27%
Androgen receptor binding	+	0.5273	52.73%
Thyroid receptor binding	-	0.5565	55.65%
Glucocorticoid receptor binding	-	0.6091	60.91%
Aromatase binding	-	0.5878	58.78%
PPAR gamma	-	0.5114	51.14%
Honey bee toxicity	-	0.9088	90.88%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	+	0.6800	68.00%
Fish aquatic toxicity	+	0.8724	87.24%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL3137262	O60341	LSD1/CoREST complex	90.73%	97.09%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	89.20%	91.11%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	88.59%	95.56%
CHEMBL4835	P00338	L-lactate dehydrogenase A chain	86.23%	95.34%
CHEMBL4685	P14902	Indoleamine 2,3-dioxygenase	84.53%	96.38%
CHEMBL241	Q14432	Phosphodiesterase 3A	84.47%	92.94%
CHEMBL3359	P21462	Formyl peptide receptor 1	83.41%	93.56%
CHEMBL2781	P19634	Sodium/hydrogen exchanger 1	82.47%	90.24%
CHEMBL2581	P07339	Cathepsin D	82.46%	98.95%
CHEMBL1994	P08235	Mineralocorticoid receptor	81.88%	100.00%
CHEMBL1293249	Q13887	Kruppel-like factor 5	81.65%	86.33%
CHEMBL1806	P11388	DNA topoisomerase II alpha	81.64%	89.00%

Plants that contains it

• Ligularia thyrsoidea
• Ligularia vellerea

Cross-Links

• PubChem: 102078186
• LOTUS: LTS0035706
• wikiData: Q105021969